Synthesis and Structures of 1,1'-dinaphthopyrans

被引:6
|
作者
Wang, Bin [1 ]
Li, Minxiong [1 ]
Xu, Shansheng [1 ]
Song, Haibin [1 ]
Wang, Baiquan [1 ]
机构
[1] Nankai Univ, Coll Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
来源
SYNTHESIS-STUTTGART | 2007年 / 9卷 / 09期
关键词
dinaphthofuran; 1,1-dinaphthopyran; 6H-dinaphtho[b; d]pyran; reductive ring opening;
D O I
10.1055/s-2007-965996
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of dinaphthofuran with lithium in anhydrous diethyl ether led to a solution of the corresponding C,O-dilithiated intermediate which, upon treatment with a range of ketones or aldchydes at -78 C afforded, after hydrolysis and dehydration, 1, 1'-dinaphthopyrans in good yields. The reaction proceeds through reductive ring-opening and cyclization and an intermediate diol was isolated.
引用
收藏
页码:1304 / 1308
页数:5
相关论文
共 50 条
  • [1] STRUCTURES OF 1,1'-DICYANOBICYCLOPENTYL, 1,1'-DICYANOBICYCLOHEXYL AND 1,1'-DICYANOBICYCLOHEPTYL
    KOH, LL
    HUANG, HH
    SIM, KY
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 : 1641 - 1645
  • [2] The synthesis and structures of 1,1′-bis(sulfonyl)ferrocene derivatives
    Chanawanno, Kullapa
    Holstrom, Cole
    Crandall, Laura A.
    Dodge, Henry
    Nemykin, Victor N.
    Herrick, Richard S.
    Ziegler, Christopher J.
    DALTON TRANSACTIONS, 2016, 45 (36) : 14320 - 14326
  • [3] THE CRYSTAL-STRUCTURES OF 1,1'-DINITROBICYCLOPENTYL, 1,1'-DINITROBICYCLOHEXYL AND 1,1'-DINITROBICYCLOHEPTYL
    LAM, YL
    HUANG, HH
    HAMBLEY, TW
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1990, (12): : 2039 - 2043
  • [4] Synthesis and structures of 1,1"-dialkyl-3,3"-bidiaziridines
    V. Yu. Petukhova
    V. V. Kuznetzov
    A. V. Shevtsov
    Yu. A. Strelenko
    N. N. Makhova
    K. A. Lyssenko
    M. Yu. Antipin
    Russian Chemical Bulletin, 2001, 50 : 440 - 444
  • [5] Synthesis of novel rigid structures derived from 1,1′-biadamantane
    Rezaei-Seresht, Esmail
    Balali, Hasan
    Maleki, Behrooz
    FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2023, 31 (01) : 1 - 4
  • [6] Synthesis and structures of 1,1′-dialkyl-3,3′-bidiaziridines
    Petukhova, VY
    Kuznetzov, VV
    Shevtsov, AV
    Strelenko, YA
    Makhova, NN
    Lyssenko, KA
    Antipin, MY
    RUSSIAN CHEMICAL BULLETIN, 2001, 50 (03) : 440 - 444
  • [7] Synthesis and structures of Bi(1,1-stannole)s
    Saito, M
    Haga, R
    Yoshioka, M
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2005, (18) : 3750 - 3755
  • [8] SYNTHESIS OF 1,1'-BICYCLOBUTYL AND 1,1'-BICYCLOHEXYL DERIVATIVES
    RUPP, H
    SCHWARZ, W
    MUSSO, H
    CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (07): : 2554 - 2563
  • [9] STRUCTURES OF 1,1'-DIPHENYL-1,1'-BICYCLO-PENTYL, 1,1'-DIPHENYL-1,1'-BICYCLOHEXYL AND 1,1'-DIPHENYL-1,1'-BICYCLOHEPTYL
    ZHANG, D
    XU, Y
    KOH, LL
    LAM, YL
    HUANG, HH
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1993, 49 : 1002 - 1007
  • [10] SYNTHESIS OF 1,1'-BISNEOCARBORANE
    KALININ, VN
    ZAKHARKI.LI
    JOURNAL OF GENERAL CHEMISTRY USSR, 1967, 37 (09): : 2025 - &